
Italy & Greece Trip Planner
The draw of the Mediterranean is palpable, from the ancient mythology and intriguing culture to delectable cuisine and enchanting landscapes. With the Italy and Greece trip planner from Zicasso, you can have your dream vacation brought to life by local specialists. When you submit a trip request, your fantasy will be encapsulated with the aid of an expert.
Explore Our Trip Ideas
Let these itineraries inspire your personalized travel experience

15 Day Trip IdeaFrom $7,500
Highlights of Greece and Italy Tour

14 Day Trip IdeaFrom $13,700
Romantic Getaway to Italy & Greece

16 Day Trip IdeaFrom $8,000
Tale of Two Empires: Italy & Greece Historical Tour

12 Day Trip IdeaFrom $5,200
From Eros to Cupid: A Romantic Tour of Greece and Italy

22 Day Trip IdeaFrom $9,400
Adventure and Romance Tour of Italy & Greece

14 Day Trip IdeaFrom $7,000
Gems of the Mediterranean: 14-Day Italy and Greece Tour
How Zicasso Works
Here's how we create life-enriching, luxury travel experiences
1.Share Your Travel Dreams
Zicasso specializes in custom tours, vacations, and safaris tailored to your interests and preferences. From private African safaris to culinary experiences in Europe, submit a trip request to share your ideas and travel style.
2.Meet Your Travel Specialists
To ensure a personalized experience, we'll carefully handpick and introduce you to two of our top travel specialists, each with unsurpassed destination knowledge and local insight aligned to your luxury travel dreams.
3.Design Your Perfect Journey
Compare the expertise of two specialists with itineraries crafted exclusively for you. You can refine these further and choose your preferred proposal. Our unique process ensures a more creative, personalized, and expertly crafted trip.
Reviews of Zicasso's Italy & Greece Trip Planner
Based on 1816 verified traveler reviews.
We had a wonderful and memorable trip to Greece, thanks to the Zicasso travel specialist’s excellent planning. In addition to exploring Athens, she designed a seamless road trip across the Peloponnese Peninsula that took us to beautiful beaches and ancient castles in Messinia, Voidokilia, Pylos, Methoni, Monemvasia, and Nafplio. She also provided clear directions and recommended great stops to break up our drives, including Mystras Castle and the beautiful Polylimnio Waterfalls.
Our hotel accommodations were excellent throughout the trip and we really enjoyed our stay in beautiful Santorini. We also appreciated her restaurant recommendations, which saved us from having to search for places to eat and always led us to great food. She stayed in touch via WhatsApp the entire time, checking in on us and answering our questions whenever they came up. There is so much to see in Greece that we’ll definitely need to go back for another visit.
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We had a beautiful week in Sorrento, with days in Pompeii, Capri, and the Amalfi Coast. Zicasso’s travel specialist planned the trip exactly as we discussed and we loved every minute!
The one thing that was a bit challenging was that all of our excursions were booked under my middle name, which I do not use, and we had to explain several times to the trip operators.
The hotel was lovely, our room was perfect, and the pool was excellent. Unfortunately, there was a very long ramp required to walk up and down every time we left the hotel, and even though all of the rest of the hotel was excellent, we would have preferred a little less of a distance from the lobby to the street. These items were not at all a big deal, but we are learning what sorts of things to be sure to discuss when planning the next trip.
The travel company was very responsive throughout the trip and communicated with us regularly, which we appreciated!! Overall, I highly recommend this trip and can't wait for the next one!
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Zicasso's travel specialist did an amazing job coordinating our trip to the south of Italy. Having our transportation coordinated entirely by her made our time in three different towns (Sorrento, Capri, and Naples) so smooth and stress-free. We had amazing excursions planned privately for us that made great memories.
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Italy was fantastic! We visited Venice, Amalfi, Capri, Sorrento, Pompeii, and Rome.
Zicasso’s travel specialist was knowledgeable and patient with me when planning the trip. She was amazing at taking in the information I shared about my family and creating an itinerary that worked well for our family of five (our three children, ages 20, 20, and 22), including food-allergy limitations.
The chosen tours and tour guides were incredible, knowledgeable, engaging, attentive, thoughtful, and a pleasure with which to spend the day or half-day.
When we were in Italy, our travel specialists quickly responded to inquiries and to new requests for transportation needs resulting from unanticipated and good “extra” opportunities.
I highly recommend the travel company and our travel specialists.
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Overall, we had an absolutely amazing trip to Greece and Croatia to celebrate our postponed honeymoon. Zicasso’s travel specialist was a joy to work with. Her communication was excellent from start to finish, and she really tried to get to know us as a couple to better plan the perfect trip!
Once we arrived in Europe, she checked in with us via WhatsApp every day, making sure our travels were going to plan and we were enjoying our time. We traveled to Athens, Mykonos, and Santorini in Greece, and Dubrovnik, Split, and Krka National Park in Croatia. Our trip was filled with history, nature, crystal-clear waters, private tours, and lots of adventure.
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We had an incredible time in Italy! Thank you to Zicasso’s travel company! You thoughtfully planned our time in Sorrento and Rome to ensure we had the best experiences, while allowing for some free time to explore.
Our day-trip boat ride around Capri was beyond perfect. The boat captain and guide were very professional and truly charming. He gave us options on how to take in the sights and provided great commentary about the history and culture of the island. We selected to go to Marina Piccola for lunch, which was a great experience. The view from the restaurant was enchanting and the food was delicious. The grottos, Faraglioni rocks, and swimming in the Mediterranean were experiences of a lifetime.
We spent a day driving along the Amalfi Coast. We had a great driver on the mountainous winding roads. We visited charming Positano and beautiful Ravello. Our driver had great advice about where to visit and what to see. We enjoyed an amazing lunch, with a beautiful view, in Ravello.
On day three we enjoyed free time on the beach in the morning. Then we headed out for our limoncello experience! And it was a wonderful experience. The people we met in Schiazzano were very special. We loved the goal of the family businesses to keep and honor their traditions. Our pickup was prompt and we were served a drink at their general store. It is very touching that they began the tour in their church and shared the pride in their community. Then we were off up the hill, along narrow streets to the lemon groves. We learned about farming lemons from two enthusiastic young farmers, we smelled the lemon zest, and they served us fresh lemonade. Then we all got an exciting tuk-tuk ride up and down the very narrow streets to the hilltop farm, where we tasted olive oils, had a cheese-making demonstration, and tasted all the phases of cheese. Then we tasted the limoncello! We really enjoyed the spectacular view. Last, but certainly not least, we enjoyed making our own pizza using tomato sauce that was prepared by grandma that morning using freshly picked tomatoes. We tossed our pizza dough and used fresh mozzarella. The wood-fired oven cooked the pizzas perfectly. We enjoyed eating every bite. When we were planning our trip, I asked for limoncello tasting, but this experience was so much more!
We also had a wonderful time in Pompeii and at the Vatican, Colosseum, and Forum in Rome. All the history is so fascinating. There were many tourists in Pompeii and Rome, and all of our guides were terrific, energetic, and skilled at navigating the crowds.
All of the private transfers, train travel, and hotels were perfect. Thank you for your help and expertise with planning this once-in-a-lifetime trip!
We hope to travel to Italy in the future and would love to work with this travel company again to help us plan that next trip.
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